Lindsay is faced with a life-altering decision as Christmas approaches: Stay in her tiny hometown and marry boyfriend Jason or accept a coveted post teaching at an Ivy League college on the other side of the country. What to do? Fortunately for Lindsay, she has some big-time help in the form of a magical messenger who is able to transport her three years into the future to see how it would all turn out.

With only one week to prepare, Lisa Patterson and her family of party planners are given the biggest job in their company’s history: a New Year’s Eve party for tech entrepreneur Megan Clark. But when her brother breaks his leg and her parents head off on a planned vacation, Lisa must reluctantly enlist the help of her brother’s visiting college buddy, David Campos, to help her pull off the event which just so happens to fall on her favorite day of the year. But what Lisa didn’t plan on was falling in love in the process.